How many flights depart from Region of Ontario to Chicago on average per week?

499 flights are operational weekly from Region of Ontario to Chicago as of November 2026. The most popular departure day for this route is Fri, with 15% of flights per week taking off on this day.

How many flights depart from Region of Ontario to Chicago on average per day?

71 flights are operational daily from Region of Ontario to Chicago as of November 2026. The most popular departure time for this route is 3:00p.m., with 43% of flights per day taking off at noon.

How long does it take to fly to Chicago?

Flight times from Region of Ontario to Chicago vary, but if you’re flying out of Ottawa and flying into Chicago O'Hare Intl Airport (one of the most popular routes), then the duration is 2h 35m on average. Another popular route from Region of Ontario to Chicago is flying from Toronto to Chicago O'Hare Intl Airport, which will take roughly 5h 09m. Keep in mind that layovers or delays could extend your travel time.

What is the cheapest airline that flies from Ontario to Chicago?

United Airlines, Air Canada, and Porter Airlines are the most popular carriers operating from Ontario to Chicago

Which airlines fly to Chicago?

Air Canada, United Airlines and Porter Airlines are the top three most popular airlines that fly to Chicago from Region of Ontario according to our data. Air Canada is the first choice among our users, with 61% of people opting to fly with this airline when travelling to Chicago. Keep in mind that there are 5 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Ontario to Chicago?

Prices for flights from Ontario to Chicago were last updated today.

How many operators does momondo search for flights from Ontario to Chicago?

There are 5 operators available for flights from Ontario to Chicago as of November 2026.

How old do you have to be to fly from Ontario to Chicago?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ontario to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

C$ 209 Cheap Flights from Ontario to Chicago in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Ontario to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:35 a.m. - 4:14 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

9h 39m1 stop Fort Lauderdale

8:25 a.m. - 3:20 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

29h 55m1 stop Fort Lauderdale

C$ 350Multiple Airlines

Wed, 17 Feb - Wed, 24 Feb

7:35 a.m. - 4:14 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

9h 39m1 stop Fort Lauderdale

8:25 a.m. - 10:55 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

13h 30m1 stop Fort Lauderdale

C$ 359Multiple Airlines

Wed, 17 Feb - Wed, 24 Feb

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:05 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 387Porter Airlines

Thu, 3 Dec - Sun, 6 Dec

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:15 p.m. - 3:00 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 387Porter Airlines

Tue, 1 Dec - Fri, 4 Dec

5:55 p.m. - 7:05 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mdirect

5:00 a.m. - 1:43 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 43m1 stop Newark

C$ 391United Airlines

Fri, 27 Nov - Sat, 28 Nov

6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

8:50 p.m. - 11:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 42mdirect

C$ 401Air Canada

Wed, 23 Dec - Wed, 30 Dec

6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

12:50 p.m. - 3:33 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 404Air Canada

Mon, 7 Dec - Thu, 10 Dec

6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 12mdirect

9:22 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 37mdirect

C$ 405United Airlines

Sat, 26 Dec - Thu, 31 Dec

3:22 p.m. - 4:42 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:45 p.m. - 11:41 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 448American Airlines

Wed, 9 Dec - Tue, 15 Dec

3:22 p.m. - 4:42 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:00 a.m. - 10:56 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 448American Airlines

Wed, 2 Dec - Sun, 6 Dec

Cheap last-minute flights

Enter your travel dates to find the best prices.

10:29 a.m. - 11:34 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:15 p.m. - 3:00 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 448Porter Airlines

Wed, 11 Nov - Fri, 13 Nov

7:09 a.m. - 8:39 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 30mdirect

8:45 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

2h 01mdirect

C$ 506Qantas Airways

Tue, 10 Nov - Sat, 14 Nov

10:29 a.m. - 11:34 a.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:15 p.m. - 3:00 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 521Porter Airlines

Thu, 12 Nov - Sun, 15 Nov

3:15 p.m. - 4:35 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:45 p.m. - 11:46 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

2h 01mdirect

C$ 531British Airways

Tue, 10 Nov - Sat, 14 Nov

8:35 a.m. - 9:44 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mdirect

1:07 p.m. - 9:24 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

7h 17m1 stop Newark

C$ 571United Airlines

Sat, 14 Nov - Sat, 14 Nov

6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

12:50 p.m. - 3:33 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 602Air Canada

Wed, 11 Nov - Fri, 13 Nov

7:26 p.m. - 8:48 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 22mdirect

7:00 a.m. - 5:49 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

9h 49m1 stop Newark

C$ 614United Airlines

Fri, 13 Nov - Sat, 14 Nov

2:35 p.m. - 3:38 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

12:50 p.m. - 3:33 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 663Air Canada

Thu, 12 Nov - Tue, 15 Dec

3:15 p.m. - 4:35 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

2:50 p.m. - 5:40 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 50mdirect

C$ 723American Airlines

Sat, 14 Nov - Sat, 21 Nov

3:15 p.m. - 4:35 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:45 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

2h 14mdirect

C$ 774American Airlines

Sat, 14 Nov - Sat, 21 Nov

Cheap direct flights

Enter your travel dates to find the best prices.

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

6:20 p.m. - 9:05 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 387Porter Airlines

Thu, 3 Dec - Sun, 6 Dec

4:35 p.m. - 5:40 p.m.YTZ Toronto Island-ORD Chicago O'Hare Intl

2h 05mdirect

12:15 p.m. - 3:00 p.m.ORD Chicago O'Hare Intl-YTZ Toronto Island

1h 45mdirect

C$ 387Porter Airlines

Tue, 1 Dec - Fri, 4 Dec

6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

8:50 p.m. - 11:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 42mdirect

C$ 401Air Canada

Wed, 23 Dec - Wed, 30 Dec

6:55 p.m. - 7:58 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 03mdirect

12:50 p.m. - 3:33 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 43mdirect

C$ 404Air Canada

Mon, 7 Dec - Thu, 10 Dec

6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 12mdirect

9:22 p.m. - 11:59 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 37mdirect

C$ 405United Airlines

Sat, 26 Dec - Thu, 31 Dec

6:45 a.m. - 7:57 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 12mdirect

8:50 p.m. - 11:32 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 42mdirect

C$ 405Multiple Airlines

Mon, 21 Dec - Wed, 23 Dec

8:35 a.m. - 9:45 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 10mdirect

10:05 a.m. - 12:42 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 37mdirect

C$ 405Multiple Airlines

Fri, 18 Dec - Thu, 24 Dec

8:35 a.m. - 9:44 a.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 09mdirect

7:03 a.m. - 9:47 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 44mdirect

C$ 432United Airlines

Thu, 26 Nov - Sun, 29 Nov

3:22 p.m. - 4:42 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:45 p.m. - 11:41 p.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 448American Airlines

Wed, 9 Dec - Tue, 15 Dec

3:22 p.m. - 4:42 p.m.YYZ Toronto Pearson Intl-ORD Chicago O'Hare Intl

2h 20mdirect

8:00 a.m. - 10:56 a.m.ORD Chicago O'Hare Intl-YYZ Toronto Pearson Intl

1h 56mdirect

C$ 448American Airlines

Wed, 2 Dec - Sun, 6 Dec

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Early arrival? Instantly customize your results

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

Lufthansa flights from Region of Ontario to Chicago

Our best Lufthansa deals on Region of Ontario to Chicago flight tickets

Lufthansa

3 Dec

YYZ5:55 p.m.Toronto Pearson Intl

2h 10m

ORD7:05 p.m.Chicago O'Hare Intl

6 Dec

ORD7:02 a.m.Chicago O'Hare Intl

1h 45m

YYZ9:47 a.m.Toronto Pearson Intl

C$ 453

Lufthansa

26 Nov

YYZ5:55 p.m.Toronto Pearson Intl

2h 10m

ORD7:05 p.m.Chicago O'Hare Intl

29 Nov

ORD3:47 p.m.Chicago O'Hare Intl

1h 58m

YYZ6:45 p.m.Toronto Pearson Intl

C$ 456

Lufthansa

3 Dec

YYZ7:26 p.m.Toronto Pearson Intl

2h 22m

ORD8:48 p.m.Chicago O'Hare Intl

6 Dec

ORD5:55 a.m.Chicago O'Hare Intl

4h 53m

1 stop

YYZ11:48 a.m.Toronto Pearson Intl

C$ 458

American Airlines flights from Region of Ontario to Chicago

Our best American Airlines deals on Region of Ontario to Chicago flight tickets

American Airlines

11 Dec

YYZ3:22 p.m.Toronto Pearson Intl

2h 20m

ORD4:42 p.m.Chicago O'Hare Intl

13 Dec

ORD6:50 a.m.Chicago O'Hare Intl

7h 10m

1 stop

YYZ3:00 p.m.Toronto Pearson Intl

C$ 451

American Airlines

3 Dec

YYZ11:36 a.m.Toronto Pearson Intl

2h 25m

ORD1:01 p.m.Chicago O'Hare Intl

5 Dec

ORD5:00 a.m.Chicago O'Hare Intl

5h 13m

1 stop

YYZ11:13 a.m.Toronto Pearson Intl

C$ 452

American Airlines

3 Dec

YYZ12:30 p.m.Toronto Pearson Intl

5h 08m

1 stop

ORD4:38 p.m.Chicago O'Hare Intl

6 Dec

ORD6:00 a.m.Chicago O'Hare Intl

4h 59m

1 stop

YYZ11:59 a.m.Toronto Pearson Intl

C$ 473

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 17/2

7:35 a.m.-4:14 p.m.

1 stop9h 39m

Chicago O'Hare Intl

Wed 24/2

8:25 a.m.-3:20 p.m.

1 stop29h 55m

C$ 350

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 17/2

7:35 a.m.-4:14 p.m.

1 stop9h 39m

Chicago O'Hare Intl

Wed 24/2

8:25 a.m.-10:55 p.m.

1 stop13h 30m

C$ 359

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Thu 3/12

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Sun 6/12

6:20 p.m.-9:05 p.m.

Nonstop1h 45m

C$ 387

TorontoChicago

YTZ Toronto Island - ORD Chicago O'Hare Intl

YTZORD

Toronto Island

Tue 1/12

4:35 p.m.-5:40 p.m.

Nonstop2h 05m

Chicago O'Hare Intl

Fri 4/12

12:15 p.m.-3:00 p.m.

Nonstop1h 45m

C$ 387

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Fri 27/11

5:55 p.m.-7:05 p.m.

Nonstop2h 10m

Chicago O'Hare Intl

Sat 28/11

5:00 a.m.-1:43 p.m.

1 stop7h 43m

C$ 391

Quickest round-trip

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 23/12

6:55 p.m.-7:58 p.m.

Nonstop2h 03m

Chicago O'Hare Intl

Wed 30/12

8:50 p.m.-11:32 p.m.

Nonstop1h 42m

C$ 401

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Mon 7/12

6:55 p.m.-7:58 p.m.

Nonstop2h 03m

Chicago O'Hare Intl

Thu 10/12

12:50 p.m.-3:33 p.m.

Nonstop1h 43m

C$ 404

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Sat 26/12

6:45 a.m.-7:57 a.m.

Nonstop2h 12m

Chicago O'Hare Intl

Thu 31/12

9:22 p.m.-11:59 p.m.

Nonstop1h 37m

C$ 405

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 9/12

3:22 p.m.-4:42 p.m.

Nonstop2h 20m

Chicago O'Hare Intl

Tue 15/12

8:45 p.m.-11:41 p.m.

Nonstop1h 56m

C$ 448

TorontoChicago

YYZ Toronto Pearson Intl - ORD Chicago O'Hare Intl

YYZORD

Toronto Pearson Intl

Wed 2/12

3:22 p.m.-4:42 p.m.

Nonstop2h 20m

Chicago O'Hare Intl

Sun 6/12

8:00 a.m.-10:56 a.m.

Nonstop1h 56m

C$ 448

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Region of Ontario to Chicago

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Chicago?

The month of February is another great option to travel to Chicago, with average flight prices from Region of Ontario averaging around C$ 387.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Friday when prices can be found for as low as C$ 651. This is often the case because there is less demand to fly during this day of the week. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around C$ 913. These prices are subject to change though, so be sure to set up a Price Alert for flights to Chicago.

What is the cheapest time of day to depart on your flight to Chicago?

In the evening is the cheapest time of day to fly from Region of Ontario to Chicago when you can find flight prices for as low as C$ 714. Flying to Chicago in the evening is an ideal time because this is during off-peak travel hours. In the afternoon is when there is more demand to fly to Chicago, so prices are often more expensive at around C$ 1,135 per ticket.

What is the cheapest Ontario to Chicago flight route?

Fly from Toronto Island to Chicago Midway for the best Ontario - Chicago flight prices

How far in advance should I book a flight from Ontario to Chicago?

You are more likely to see cheaper flights to Chicago from Region of Ontario when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around C$ 452 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Region of Ontario for as low as C$ 342 on momondo.

What cabin class options are available on Region of Ontario to Chicago flights?

There are 4 cabin classes available to choose from on Region of Ontario to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Region of Ontario to Chicago flights?

You could potentially save up to 6% on your flight if you consider stops on a Region of Ontario to Chicago flight.

Cheap Region of Ontario to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Region of Ontario to Chicago

Best price found	C$ 209
Fastest flight time	1h 55m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Region of Ontario in the past 72 hours is C$ 209. The best round-trip flight deal from Region of Ontario to Chicago found on momondo in the last 72 hours is C$ 350.

The fastest flight from Region of Ontario to Chicago takes 1h 55m

Direct flights go from Region of Ontario to Chicago every day.

There are 3 airports in Chicago. From Region of Ontario there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

Frequently asked questions about flying from Ontario to Chicago

When did momondo last update prices for flights from Ontario to Chicago?
Prices for flights from Ontario to Chicago were last updated today.
How many operators does momondo search for flights from Ontario to Chicago?
There are 5 operators available for flights from Ontario to Chicago as of November 2026.
How old do you have to be to fly from Ontario to Chicago?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Ontario to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Region of Ontario to Chicago?
Based on momondo bookings for flights between Region of Ontario and Chicago, the leading plane model is De Havilland (Bombardier) DHC-8-400 Dash 8Q, making up 20.44% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 9.67%, Boeing 737 MAX 8 with 9.21%, and Embraer 195 E2 with 7.99%.

Best airlines flying from Region of Ontario to Chicago

Compare and see reviews for airlines that fly from Region of Ontario to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Air Canada	PriceFrom C$ 137	Free Cancellation	Rating 7.1 11,876 reviews	Search Air Canada flights
Porter Airlines	PriceFrom C$ 252	Free Cancellation	Rating 8.0 468 reviews	Search Porter Airlines flights
American Airlines	PriceFrom C$ 288	Free Cancellation	Rating 7.0 12,226 reviews	Search American Airlines flights
United Airlines	PriceFrom C$ 309	Free Cancellation	Rating 7.3 10,477 reviews	Search United Airlines flights
WestJet	PriceFrom C$ 390	Free Cancellation	Rating 7.2 3,436 reviews	Search WestJet flights

Merrillville

Hammond

Benton Harbor

Munster

Valparaiso

Portage

Why use momondo?

Why should I use momondo to find a flight deal from Ontario to Chicago?

Finding the right flight to Chicago from Ontario is quick and easy when you have a range of options in front of you, from reputable agents and recognizable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from Ontario to Chicago with flexible booking policies on momondo?

Flights from Ontario to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Ontario to Chicago?

Once all potential Ontario to Chicago flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Ontario to Chicago right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Ontario and alert you when they change.

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Start using Trips

Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

1 adult

Wed 9/12

Wed 16/12

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to the United States

Nearby airports

Airlines

Cabin classes

Other United States destinations

Other flights from Ontario

Complete your trip

Feeling lucky

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

Cheap flights from Ontario to Chicago from C$ 209

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Ontario to Chicago departing on 13/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Find the cheapest flights from Ontario to Chicago

Cheap round-trip flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Lufthansa flights from Region of Ontario to Chicago

Our best Lufthansa deals on Region of Ontario to Chicago flight tickets

American Airlines flights from Region of Ontario to Chicago

Our best American Airlines deals on Region of Ontario to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Ontario to Chicago that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Region of Ontario to Chicago

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

What is the cheapest time of day to depart on your flight to Chicago?

What is the cheapest Ontario to Chicago flight route?

How far in advance should I book a flight from Ontario to Chicago?

What cabin class options are available on Region of Ontario to Chicago flights?

Can stopping save me money on Region of Ontario to Chicago flights?

What is the cheapest airline that flies from Ontario to Chicago?

Which airlines fly to Chicago?

How many flights depart from Region of Ontario to Chicago on average per day?

How many flights depart from Region of Ontario to Chicago on average per week?

How long does it take to fly to Chicago?

Cheap Region of Ontario to Chicago flight deals and tips

Best price found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Ontario to Chicago

Best airlines flying from Region of Ontario to Chicago

Compare and see reviews for airlines that fly from Region of Ontario to Chicago with momondo

Travelling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 25.6 km from Chicago

Fly your favourite airline to Chicago

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Chicago

List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

Popular Cities in the United States

Popular flights according to clicks in the last 7 days on momondo

Fly to other destinations from Ontario

According to popular flight searches on momondo this year

Complete your trip to Chicago

Explore popular destinations other users love

According to popular flight searches on momondo this year